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San Jose

$117+ Cheap flights from Winnipeg (YWG) to San Jose (SJC)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
YWG — SJC
Mar 30 — Apr 61
Sun 3/30
Sun 4/6
1 adult, Economy
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Cheap flight deals from Winnipeg to San Jose

Discover tips and strategies to find the most affordable flight options for your journey from Winnipeg (YWG) to San Jose (SJC). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$335
(Kiwi.com)

One-way from

$117
(Kiwi.com)
Provider with most accurate pricing for Winnipeg-San Jose flight deals.
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Provider most trusted by Cheapflights users for Winnipeg-San Jose flights.
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From Winnipeg to San Jose
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One-way flight from Winnipeg to San Jose
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Find flight deals from Winnipeg to San Jose

Cheapest flights from Winnipeg to San Jose
Explore the most affordable flight options available from Winnipeg to San Jose. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 25, 2025.

This Kiwi.com deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/83:00 pmYWG - SJC
2 stops10h 27mMultiple Airlines
Thu 5/156:15 amSJC - YWG
1 stop8h 03mMultiple Airlines
Deal found 3/24$335
This Delta deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/308:35 amYWG - SJC
2 stops12h 23mDelta
Sun 5/47:39 pmSJC - YWG
2 stops14h 23mDelta
Deal found 3/24$439
This Air Canada deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/304:25 pmYWG - SJC
1 stop7h 00mAir Canada
Sun 5/46:45 pmSJC - YWG
1 stop16h 24mAir Canada
Deal found 3/24$571
This United Airlines deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/302:20 pmYWG - SJC
2 stops21h 42mUnited Airlines
Sun 5/48:30 amSJC - YWG
3 stops37h 32mUnited Airlines
Deal found 3/24$706
This SmartFares deal was found by Cheapflights users on 3/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/317:30 amYWG - SJC
1 stop9h 20mWestJet
Mon 4/77:00 amSJC - YWG
1 stop7h 08mWestJet
Deal found 3/24$1,950

Cheapflights Fare Finder

Customize your flight search to find flights from Winnipeg to San Jose that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 25, 2025.
Use the filters below to find and compare flights from Winnipeg to San Jose that are best for you.

Fly from

Winnipeg

Fly to

San Jose

Route

Depart

Return

Price

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Thu 5/8

3:00 pm-11:27 pm

2 stops10h 27m

San Jose

Thu 5/15

6:15 am-4:18 pm

1 stop8h 03m

$335

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Wed 4/30

8:35 am-6:58 pm

2 stops12h 23m

San Jose

Sun 5/4

7:39 pm-12:02 pm

2 stops14h 23m

$439

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Wed 4/30

4:25 pm-9:25 pm

1 stop7h 00m

San Jose

Sun 5/4

6:45 pm-1:09 pm

1 stop16h 24m

$571

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Wed 4/30

2:20 pm-10:02 am

2 stops21h 42m

San Jose

Sun 5/4

8:30 am-12:02 am

3 stops37h 32m

$706

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Mon 4/28

5:15 pm-1:55 pm

1 stop22h 40m

$117

WinnipegSan Jose

YWG - SJC

YWGSJC

Winnipeg

Wed 5/14

4:25 pm-9:25 pm

1 stop7h 00m

$313

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/24

Compare providers for flights from Winnipeg to San Jose

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Winnipeg to San Jose in March.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Winnipeg-San Jose flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Winnipeg-San Jose flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Winnipeg-San Jose flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Winnipeg-San Jose flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Winnipeg-San Jose flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Winnipeg to San Jose

Have a flexible travel schedule? Discover the best time to fly to San Jose from Winnipeg with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Winnipeg to San Jose

What is the cheapest month to book a flight from Winnipeg to San Jose?

Currently, September is the cheapest month in which you can book a flight from Winnipeg to San Jose (average of $255). Flying from Winnipeg to San Jose in June is currently the most expensive (average of $366). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Rainfall in San Jose by month

Plan your trip to San Jose by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in San Jose ranges from 0.0 - 3.1 inches per month. January is typically the wettest month, when rainfall can reach 3.1 in. July is typically the driest time to visit San Jose when rainfall is around 0.0 in.

Temperature in San Jose by month

Plan your trip to San Jose by taking into account the average temperature totals by month.

If weather is an important factor for your trip to San Jose, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 50.0 F).

Reviews of airlines servicing San Jose

Get insights into the airlines that provide service to San Jose. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San Jose. Reviews last updated March 25, 2025.
Delta
8.0
Very good
7,890 reviews

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,890 reviews
Delta
8.0
Very good
7,890 reviews

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,605 reviews
Delta
8.0
Very good
7,890 reviews

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Air Canada
7.0
Good
8,957 reviews
Delta
8.0
Very good
7,890 reviews

Crew

8.5

Boarding

8.2

Comfort

8.0

Food

7.3

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Winnipeg to San Jose. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Winnipeg to San Jose that include hotel bookings?

    Yes. In addition to deals on Winnipeg to San Jose flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Winnipeg to San Jose?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Winnipeg to San Jose.

  • Can I find deals for business class flights from Winnipeg to San Jose?

    Yes. Cheapflights offers flight deals from Winnipeg to San Jose by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Winnipeg to San Jose?

    Currently, September is the cheapest month in which you can book a flight from Winnipeg to San Jose (average of $255). Flying from Winnipeg to San Jose in June is currently the most expensive (average of $366). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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